Cheap flights from Toronto to Chicago

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Toronto to Chicago flight comparison made easy

Below you can see the best fares for your route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Toronto to Chicago by changing tabs
Quickest
Cheapest
Porter Airlines
Porter Airlines
13 Dec.
YTZ
3:25 a.m.
Toronto Island airport
1h 50m
4:15 a.m.
MDW
Chicago Midway airport
Porter Airlines
15 Dec.
MDW
1:45 p.m.
Chicago Midway airport
1h 37m
4:22 p.m.
YTZ
Toronto Island airport
237 CAD
Porter Airlines
Porter Airlines
13 Dec.
YTZ
1:10 p.m.
Toronto Island airport
1h 50m
2:00 p.m.
MDW
Chicago Midway airport
Porter Airlines
15 Dec.
MDW
11:25 a.m.
Chicago Midway airport
1h 37m
2:02 p.m.
YTZ
Toronto Island airport
240 CAD
Porter Airlines
Porter Airlines
05 Dec.
YTZ
1:10 p.m.
Toronto Island airport
1h 50m
2:00 p.m.
MDW
Chicago Midway airport
Porter Airlines
09 Dec.
MDW
3:55 a.m.
Chicago Midway airport
1h 34m
6:29 a.m.
YTZ
Toronto Island airport
241 CAD
Porter Airlines
Porter Airlines
05 Dec.
YTZ
1:10 p.m.
Toronto Island airport
1h 50m
2:00 p.m.
MDW
Chicago Midway airport
Porter Airlines
09 Dec.
MDW
3:55 a.m.
Chicago Midway airport
1h 34m
6:29 a.m.
YTZ
Toronto Island airport
241 CAD
Porter Airlines
Porter Airlines
13 Dec.
YTZ
3:25 a.m.
Toronto Island airport
1h 50m
4:15 a.m.
MDW
Chicago Midway airport
Porter Airlines
15 Dec.
MDW
1:45 p.m.
Chicago Midway airport
1h 37m
4:22 p.m.
YTZ
Toronto Island airport
237 CAD
Porter Airlines
Porter Airlines
13 Dec.
YTZ
1:10 p.m.
Toronto Island airport
1h 50m
2:00 p.m.
MDW
Chicago Midway airport
Porter Airlines
15 Dec.
MDW
11:25 a.m.
Chicago Midway airport
1h 37m
2:02 p.m.
YTZ
Toronto Island airport
240 CAD

How to get the cheapest flight from Toronto to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight for your trip
What is the cheapest month to fly to Chicago?
February
The cheapest time of year to fly to Chicago from Toronto is February. The most expensive is August.
What is the cheapest day to fly to Chicago?
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday
When is the cheapest time to fly to Chicago?
at noon
Toronto to Chicago flights are approximately 11% more expensive in the evening than at noon
What is the cheapest airline that flies to Chicago?
Porter Airlines
Porter Airlines, Iberia, and British Airways are the most popular carriers operating from Toronto to Chicago
What is the cheapest route?
Toronto Island - Chicago Midway
Fly from Toronto Island to Chicago Midway for the best Toronto - Chicago flight prices
When is the cheapest time to book a flight to Chicago?
60 days before
The cheapest time to buy a flight from Toronto to Chicago is approximately 60 days before departure
60
Days before departure
0

Flight information for Toronto to Chicago

Find info about flight duration, direct flights, and airports for your flight from Toronto to Chicago
Fastest flight time 1h 45m The fastest flight from Toronto to Chicago takes 1h 45m.
Direct flights Every day Direct flights go from Toronto to Chicago every day.
Airports in Chicago 3 airports There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Alternative routes for Toronto to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Toronto to Indianapolis
Fastest flight time
1h 39m
Cheapest price
267 CAD
Kingston to Chicago
Fastest flight time
8h 45m
Cheapest price
651 CAD
Toronto to Champaign
Fastest flight time
16h 04m
Cheapest price
954 CAD

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Flights to Chicago from: